N-(4-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)butyl)-1-(3-(2-fluoroethoxy)benzyl)-1H-1,2,3-triazole-4-carboxamide

Base Information

Chemical Name:N-(4-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)butyl)-1-(3-(2-fluoroethoxy)benzyl)-1H-1,2,3-triazole-4-carboxamide
CAS No.:1609428-52-5
Molecular Formula:C₂₇H₃₄FN₅O₄
Molecular Weight:511.596
Hs Code.:

Synonyms:N-(4-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)butyl)-1-(3-(2-fluoroethoxy)benzyl)-1H-1,2,3-triazole-4-carboxamide

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Chemical Property of N-(4-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)butyl)-1-(3-(2-fluoroethoxy)benzyl)-1H-1,2,3-triazole-4-carboxamide

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Technology Process of N-(4-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)butyl)-1-(3-(2-fluoroethoxy)benzyl)-1H-1,2,3-triazole-4-carboxamide

There total 10 articles about N-(4-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)butyl)-1-(3-(2-fluoroethoxy)benzyl)-1H-1,2,3-triazole-4-carboxamide which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 72.5%

: 1609429-06-2
1-(3-(2-fluoroethoxy)benzyl)-1H-1,2,3-triazole-4-carboxylic acid

: 669067-80-5
4-(6,7-dimethoxy-3,4-dihydroisoquinoline-2(1H)-yl)-butan-1-amine

: 1609428-52-5
N-(4-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)butyl)-1-(3-(2-fluoroethoxy)benzyl)-1H-1,2,3-triazole-4-carboxamide

Guidance literature:: With 1,1'-carbonyldiimidazole; In dichloromethane; N,N-dimethyl-formamide; at 0 ℃; Inert atmosphere;
DOI:10.1021/jm5001453

Reference yield:

: 2328-12-3
6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline monohydrochloride

: 1609428-52-5
N-(4-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)butyl)-1-(3-(2-fluoroethoxy)benzyl)-1H-1,2,3-triazole-4-carboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: triethylamine / dichloromethane / Inert atmosphere

2: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 - 20 °C / Reflux; Inert atmosphere

3: 1,1'-carbonyldiimidazole / dichloromethane; N,N-dimethyl-formamide / 0 °C / Inert atmosphere

With lithium aluminium tetrahydride; triethylamine; 1,1'-carbonyldiimidazole; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jm5001453

Reference yield:

: 74597-04-9
m-hydroxybenzyl bromide

: 1609428-52-5
N-(4-(6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl)butyl)-1-(3-(2-fluoroethoxy)benzyl)-1H-1,2,3-triazole-4-carboxamide

Guidance literature:: Multi-step reaction with 7 steps

1.1: sulfuric acid / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

2.1: sodium azide / tetrahydrofuran / Inert atmosphere

3.1: copper(II) sulfate; sodium L-ascorbate; bathophenanthrolinedispufonic acid disodium salt / water; N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

4.1: sodium hydrogencarbonate / dichloromethane; methanol / Inert atmosphere

5.1: sodium hydride / tetrahydrofuran; mineral oil / Reflux; Inert atmosphere

6.1: sodium hydroxide / water; methanol / 20 °C / Inert atmosphere

6.2: pH 5 - Ca_. 6 / Inert atmosphere

7.1: 1,1'-carbonyldiimidazole / dichloromethane; N,N-dimethyl-formamide / 0 °C / Inert atmosphere

With sodium azide; sulfuric acid; bathophenanthrolinedispufonic acid disodium salt; sodium hydride; sodium hydrogencarbonate; copper(II) sulfate; sodium L-ascorbate; 1,1'-carbonyldiimidazole; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;
DOI:10.1021/jm5001453